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Enantioselective Total Syntheses of Three Cladiellins (Eunicellins): A General Approach to the Entire Family of Natural Products

2010; Wiley; Volume: 122; Issue: 51 Linguagem: Inglês

10.1002/ange.201005508

1521-3757

J. Stephen Clark, Raphaëlle Berger, Stewart T. Hayes, Lynne H. Thomas, Angus J. Morrison, Luca Gobbi,

Asymmetric Synthesis and Catalysis

Angewandte ChemieVolume 122, Issue 51 p. 10063-10066 Zuschrift Enantioselective Total Syntheses of Three Cladiellins (Eunicellins): A General Approach to the Entire Family of Natural Products† Prof. Dr. J. Stephen Clark, Corresponding Author Prof. Dr. J. Stephen Clark stephenc@chem.gla.ac.uk WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow G12 8QQ (United Kingdom), Fax: (+44) 141-330-6867WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow G12 8QQ (United Kingdom), Fax: (+44) 141-330-6867Search for more papers by this authorRaphaëlle Berger, Raphaëlle Berger WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow G12 8QQ (United Kingdom), Fax: (+44) 141-330-6867Search for more papers by this authorDr. Stewart T. Hayes, Dr. Stewart T. Hayes School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (United Kingdom)Search for more papers by this authorDr. Lynne H. Thomas, Dr. Lynne H. Thomas WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow G12 8QQ (United Kingdom), Fax: (+44) 141-330-6867Search for more papers by this authorDr. Angus J. Morrison, Dr. Angus J. Morrison MSD, Newhouse, Lanarkshire, ML1 5SH (United Kingdom)Search for more papers by this authorDr. Luca Gobbi, Dr. Luca Gobbi Discovery Chemistry (PRCB), F. Hoffmann-La Roche Ltd, Pharmaceuticals Division, 4070 Basel (Switzerland)Search for more papers by this author Prof. Dr. J. Stephen Clark, Corresponding Author Prof. Dr. J. Stephen Clark stephenc@chem.gla.ac.uk WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow G12 8QQ (United Kingdom), Fax: (+44) 141-330-6867WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow G12 8QQ (United Kingdom), Fax: (+44) 141-330-6867Search for more papers by this authorRaphaëlle Berger, Raphaëlle Berger WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow G12 8QQ (United Kingdom), Fax: (+44) 141-330-6867Search for more papers by this authorDr. Stewart T. Hayes, Dr. Stewart T. Hayes School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (United Kingdom)Search for more papers by this authorDr. Lynne H. Thomas, Dr. Lynne H. Thomas WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow G12 8QQ (United Kingdom), Fax: (+44) 141-330-6867Search for more papers by this authorDr. Angus J. Morrison, Dr. Angus J. Morrison MSD, Newhouse, Lanarkshire, ML1 5SH (United Kingdom)Search for more papers by this authorDr. Luca Gobbi, Dr. Luca Gobbi Discovery Chemistry (PRCB), F. Hoffmann-La Roche Ltd, Pharmaceuticals Division, 4070 Basel (Switzerland)Search for more papers by this author First published: 16 November 2010 https://doi.org/10.1002/ange.201005508Citations: 10 † We thank the EPSRC, M.S.D. and F. Hoffmann-La Roche Ltd for financial support. Read the full textAboutPDF ToolsRequest permissionAdd to favorites ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat Abstract Durch stereoselektive Umlagerung eines freien oder metallgebundenen Oxonium-Ylids, das durch rhodiumkatalysierte intramolekulare Cyclisierung des Diazoketons 1 erzeugt wurde, entstand der E-konfigurierte, O-verbrückte, bicyclische Ether (E)-2, der effizient in (−)-Cladiella-6,11-dien-3-ol überführt wurde. TBS=tert-Butyldimethylsilyl. Citing Literature Supporting Information Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Filename Description ange_201005508_sm_miscellaneous_information.pdf1.4 MB miscellaneous_information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume122, Issue51December 17, 2010Pages 10063-10066 This is the German version of Angewandte Chemie. Note for articles published since 1962: Do not cite this version alone. Take me to the International Edition version with citable page numbers, DOI, and citation export. We apologize for the inconvenience. RelatedInformation